Downtown Homes with Three+ Story Style

Downtown Homes with Three+ Story Style

Welcome to Downtown Sarasota, Florida, where vibrant city life meets the serene beauty of coastal living. Nestled in the heart of Sarasota County, this dynamic urban hub is a delightful blend of cultural richness, stunning waterfront views, and a welcoming community atmosphere. Known for its thriving arts scene, Downtown Sarasota boasts an array of galleries, theaters, and live music venues, making it a haven for art enthusiasts and performers alike.

As you explore the charming streets, you’ll discover an eclectic mix of dining options, from upscale restaurants to quaint cafes, each offering a taste of the region’s culinary diversity. The bustling farmers' market and boutique shops add to the charm, ensuring that there’s always something new to experience.

For those seeking a unique living experience, Downtown Sarasota offers an impressive selection of homes featuring three or more stories. These architectural gems provide not only stunning panoramic views of the Gulf of Mexico and the city skyline but also ample space for families and individuals alike. Imagine sipping your morning coffee on a private balcony while watching the sun rise over the water or entertaining friends in a spacious rooftop lounge.

With easy access to beautiful beaches, parks, and recreational activities, homes in this area are perfect for those who appreciate an active lifestyle. Whether you’re drawn to the vibrant nightlife or the tranquility of nearby nature, Downtown Sarasota promises a fulfilling life for its residents. Embrace the elegance and excitement of this coastal city, where your dream home awaits!

Newest Downtown Homes with Three+ Story Style

$799,000
3 Beds ⋅ 4 Baths ⋅ A4701749 MLS ⋅ The Enclave BLDG.
Welcome to 501 Lafayette Court, perfectly positioned in historic Laurel Park just steps away from downtown Sarasota. Built in 2019 and offering 2,434 square feet, three bedrooms, three-and-a-half baths, this beautifully designed residence combines modern luxury, thoughtful functionality, and an exceptional walkable lifestyle. The Enclave is an intimate community of just 17 residences, offering a rare sense of privacy just moments from the heart of downtown. Inside, the multi-level floor plan is filled with natural light and designed for both everyday living and effortless entertaining. The main living level features an open-concept kitchen, dining, and great room with high ceilings and warm wood flooring. The beautifully appointed kitchen is anchored by a generous center island and features quartz countertops, white cabinetry, stainless steel appliances, and breakfast bar seating. A private elevator connects every level, adding convenience to the thoughtfully designed floor plan. The spacious primary suite offers his and hers walk-in closets, and a beautifully finished en suite bath with dual vanities and a spa-like shower and soaking tub. Two additional bedroom suites provide privacy for family and guests. Beyond the interiors, the location is what truly sets this home apart. Step outside and enjoy one of Sarasota’s most desirable walkable neighborhoods, with downtown just a few blocks away. Stroll to acclaimed restaurants, cafés, boutique shopping, galleries, the Saturday Farmers Market, Selby Gardens, and Sarasota’s beautiful Bayfront Park. The home is also located within the highly regarded Southside Elementary School district. Whether you’re searching for a full-time residence or a lock-and-leave downtown retreat, 501 Lafayette Court offers high quality and low-maintenance living in a location that makes it easy to enjoy the very best of Sarasota.

501 Lafayette Court, Downtown
$789,000
2 Beds ⋅ 4 Baths ⋅ A4700846 MLS ⋅ Marquee En Ville BLDG.
VIRTUALLY STAGED. Downtown Sarasota living WITHOUT the million-dollar price tag! Welcome to this gated 4-story townhome (with private elevator) offering the perfect blend of space, privacy, and walkable city living. With over 2,200 square feet, 2 bedrooms, 3.5 baths, a first-floor office, bonus room, screened outdoor living area with an outdoor kitchen, and a private 2-car garage, this home offers a combination of features that's rarely available in downtown Sarasota. The second level is thoughtfully designed for everyday living, where the kitchen opens seamlessly to the dining and living areas. Granite countertops, stainless steel appliances, natural gas cooking, abundant cabinet space, a pantry closet, and a separate laundry room—features not often found in downtown living—combine to create a space that's both functional and inviting. Tile flooring extends throughout the home, with carpet found only on the stairways.Tile flooring extends throughout the home, with carpet found only on the stairways. Thoughtfully designed storage tucked beneath the staircases makes excellent use of the space and provides room for everything from seasonal décor to everyday essentials. Upstairs you'll find two generously sized bedroom suites, while the top floor offers a versatile bonus room with a full bath that easily functions as a media room, guest suite, fitness room, or additional living space. A dramatic spiral staircase adds architectural interest while providing access to the top-level retreat. Step outside to the screened terrace complete with an outdoor kitchen, creating a rare outdoor living space that's perfect for relaxing or entertaining in the heart of downtown Sarasota. Located in the gated community of Marquee En Ville, you'll enjoy a community pool, fitness center, and one of Sarasota's most walkable locations. Stroll to Main Street's restaurants and cafés, the Sarasota Opera House, Florida Studio Theatre, art galleries, the waterfront, Marina Jack, Selby Library, the Sarasota Farmers Market, and countless downtown events. Whether you're searching for a full-time residence, seasonal getaway, or lock-and-leave lifestyle, this exceptional townhome delivers the convenience of downtown living with the space and amenities rarely found at this price. Vacant and ready for immediate occupancy. The combination of a private 2-car garage, flexible four-level floor plan, gated community, and unbeatable downtown location makes this a rare opportunity at $789,000.

235 Cocoanut Avenue Unit 108B, Downtown
$419,000
2 Beds ⋅ 2 Baths ⋅ A4694462 MLS ⋅ Regency House BLDG.
The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!

435 S Gulfstream Avenue Unit 206, Downtown
$725,000
3 Beds ⋅ 4 Baths ⋅ A4677304 MLS ⋅ 516 BLDG.
Virtually Staged. Experience the ultimate urban oasis in this impressive downtown townhouse, where luxury meets convenience in a vibrant neighborhood just steps away from the best that Sarasota has to offer! This exceptional property features a private elevator connecting every level, ensuring effortless access throughout the spacious interior. This multi-level townhome maintains a minimal urban footprint without sacrificing comfort. This single-family residence boasts nearly 2,500 square feet. It features 3 bedrooms, 3.5 baths, a home office, and ample storage on every floor, all designed with functionality in mind. A gated entrance defines your green space, featuring paver bricks, lovely landscaping, and a covered front porch. The foyer features a climate-controlled flex room for storing all your things, along with ground-level access to the attached two-car garage. As you proceed to the main level, you’ll discover an open floor plan with a convenient half bath and combined living and dining areas, next to a beautiful kitchen. It boasts quartz countertops that complement the white raised-panel cabinetry, which is accented by a herringbone-patterned backsplash illuminated with task lighting. A center island features an induction cooktop, a retractable hood vent that effectively removes smoke and odors, and breakfast bar seating. Additionally, a stainless-steel apron sink is paired with modern, high-quality appliances. Two distinct balconies offer park views to the east and city vistas to the west, each accessed through sliding glass doors. The owner's floor includes an en-suite bath, a generously sized walk-in closet, and an additional balcony. The luxurious bathroom boasts quartz countertops, furniture-quality cabinetry, double sinks, tile, and a spa-like shower with a glass-front enclosure, an overhead rainfall showerhead, and a secondary nozzle. Nearby, you’ll find a home office with its own balcony, as well as a dry bar complete with a beverage refrigerator. Additionally, this floor offers a well-appointed laundry room. Warm hardwood flooring spans three levels, leading to inviting neutral carpeting on the top floor. Explore two stunning bedroom en-suites, each boasting balconies, spacious walk-in closets, and elegant herringbone tiled baths. One features a sleek shower, while the other invites relaxation with a lovely tub-shower combo! For added peace of mind, the property features hurricane-rated windows and doors. With its advanced smart home features, this townhouse not only offers comfort and luxury but also convenience at your fingertips. The Enclave is in Laurel Park, a historic neighborhood in Sarasota. It offers a vibrant metropolitan lifestyle just west of the trail, situated across the street from Payne Park. This county-maintained venue features tennis courts, a skate park, a café, an amphitheater, cycling paths, disc golf, picnic tables, a playground, and a water feature. City sidewalks along Laurel Street stroll to the epicenter of Downtown Sarasota. You can visit the famous Farmers Market to explore fresh local produce on the weekend, and head to the Bayfront to launch your kayak for a day on the water. This area offers plenty of options for entertainment, dining, and shopping. Additionally, it provides access to Legacy Trail, which features miles of biking opportunities. Sarasota Memorial Hospital and Morton’s Market Plaza are only a few blocks away. Plus, you’ll find the world-renowned sugar-sand beaches of Siesta Key nearby!

516 Laurel Park Drive, Downtown
$14,900,000
4 Beds ⋅ 5 Baths ⋅ A4677001 MLS
Pre-Construction. To be built. Soon to be under construction. Located on the coveted waterfront of Bay Point Drive, this extraordinary custom residence represents a rare opportunity to own a truly bespoke new-build in one of Sarasota’s most desirable bayfront settings. Designed by the acclaimed DSDG Architects and expertly built by Dynan Construction, this home blends striking modern architecture with timeless coastal elegance. Showcasing open bay views, the residence features an expansive open floor plan anchored by a dramatic great room and living area with soaring ceilings, walls of windows, and floor-to-ceiling sliding glass doors that flood the interiors with natural light and seamlessly connect indoor and outdoor living. Entertain effortlessly with a sophisticated lounge and temperature-controlled wine cellar, complemented by a chef’s kitchen and oversized chef’s pantry. The home offers a six-car garage, ideal for collectors and car enthusiasts, and includes an elevator servicing all floors for ultimate convenience. The entire top floor is dedicated to a private primary suite retreat, complete with a serene sitting area and a private study, creating a peaceful sanctuary with elevated views. Outdoor living is equally impressive, featuring an expansive waterfront patio, tranquil koi pond, and multiple covered seating areas designed for year-round enjoyment and entertaining against the backdrop of Sarasota Bay. This exceptional new construction home is a statement of architectural excellence, craftsmanship, and luxury waterfront living—offering refined design, thoughtful amenities, and breathtaking views in a premier Sarasota location.

1521 Bay Point Drive, Downtown
$1,350,000
2 Beds ⋅ 2 Baths ⋅ A4670232 MLS ⋅ Five Points Plaza BLDG.
Experience the essence of Sarasota’s urban living in this exquisitely updated turn-key furnished, two-bedroom, two-bath residence at Plaza Five Points, one of the city’s most sought-after addresses in the heart of Downtown. Spanning 1,671 square feet, this beautifully appointed split-floor plan residence combines elegant design and modern upgrades. Need additional space for guests? Reserve the fully appointed Guest Suite on the amenity floor, where your guests can enjoy a kitchenette and walk-out onto the pool deck for sunshine, sunsets and views. The chef-inspired kitchen is a masterpiece of coastal refinement, featuring GE Profile stainless steel appliances, Kohler fixtures, and an Ann Sacks designer tile backsplash. Polished quartz countertops create a sleek, inviting surface for entertaining, while the open-concept layout flows effortlessly into the dining and living areas. A custom solid maple built-in adds architectural warmth and sophistication, perfect for displaying art, books, or media. Enjoy outdoor living space on your expansive private terrace, accessible from both bedrooms and the living room, offering views of Sarasota Bay and the vibrant city skyline. Three sets of impact-glass sliders provide maximum year-round safety and peace of mind. The primary suite is a tranquil retreat featuring motorized window shade providing effortless privacy and light control, creating a restful atmosphere day or night. A cozy sitting area that doubles as a reading nook or home office, and can easily be converted into an additional walk-in closet space. Both bathrooms showcase Kohler fixtures and sinks, while the guest bath features a custom solid oak vanity with artisan craftsmanship. The custom features and upgrades are a must-see! At Plaza Five Points, you’ll enjoy concierge service, on-site management, secure gated parking (2 spots), temperature controlled storage room. Resort-style amenities including a heated pool, state-of-the-art fitness center, and modernized and updated community room, currently under construction. A Guest Suite is available on a first-come, first-served basis. The mixed-use commercial parking and elevators are separated from the homeowner units. This property represents a rare opportunity to own a piece of downtown Sarasota’s lifestyle, steps away from dining, theatre, boutique shopping and Whole Foods.

50 Central Avenue Unit 14B, Downtown
$3,750,000
A4666612 MLS
Virtually Staged. RARE OPPORTUNITY to purchase a mixed use building in the heart of Downtown Sarasota. This exceptional three-story mixed used building offers an unparalleled blend of luxury and convenience. With a prime location just steps from premier dining, shopping, and cultural attractions, this unique property invites you to embrace city living at its finest. Constructed in 2000, the first floor welcomes visitors with a bright, coastal-inspired entrance, featuring luxury vinyl plank flooring in a light oak finish. This level includes a spacious open area with an abundance of natural light pouring in. This floor was previously a salon sitting 12 stations, 6 wash stations, 4 drying stations, along with 2 well-appointed bathrooms. The salon area has a state of the art mixing station, accented by high-end sleek dark tile. Upstairs, accessible by both staircase and elevator, you'll find 7 generously sized treatment rooms with plumbing, 2 additional bathrooms, a dedicated breakroom, and an office. One of the standout features is a unique room with a stunning wall crafted from Himalayan salt bricks, adding a luxurious and tranquil touch. The second floor also includes a naturally well lit break room that accommodates both the first and second floor. Ascend to the private penthouse on the 3rd Floor via the private access elevator and discover a breathtaking four-bedroom residence designed for modern sophistication. The expansive open floor plan is accentuated by soaring ceilings and abundant natural light streaming through floor-to-ceiling windows. The chef’s kitchen is a masterpiece, featuring a grand island, wine fridge, built-in oven and microwave, and a six-burner gas cooktop with a dedicated grilling area. A separate full-length wet bar and coffee station, complete with two dishwashers and ample storage makes this private residence perfect entertaining. The seamless flow between the dining and living areas—anchored by a soothing fireplace—creates a warm and inviting atmosphere. Step outside onto the private balcony off the kitchen, where city views provide a picturesque backdrop for dining and entertaining A space perfectly designed for gardening or grilling out with friends. A striking spiral staircase leads to the third-floor bedroom with an en-suite half-bath and its own rooftop terrace for a tranquil retreat. This space is currently being used as a short term rental. The building offers two assigned covered parking spaces. There is a separate 4,880 SF lot in close proximity that can be purchased for additional parking or development located at 1374 Fruitville Rd, this is listed separately for $950,000 or you can purchase both. This is a great opportunity for an owner occupier to run their dream business while living above. The building is being sold as vacant however the med spa on the 2nd floor would consider staying on a long term lease. Schedule a private showing today to learn more about this opportunity!

1345 2nd Street, Downtown
$5,495,000
4 Beds ⋅ 3 Baths ⋅ A4647998 MLS
Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood of Sarasota. Situated on protected sailboat water with no bridges to the Gulf of Mexico, this unique property offers unparalleled access to the serene waters of Sarasota Bay, with breathtaking views of the iconic Ringling Bridge and the vibrant downtown Sarasota skyline. Enjoy a truly walkable lifestyle with the best of Sarasota at your doorstep. Stroll to Marie Selby Botanical Gardens, the charming shops and gourmet restaurants of downtown, the quaint Southside Village, and the renowned Morton's Gourmet Market—all just moments away. Tucked away in a tropical oasis, this secluded lot offers privacy, tranquility and convenience, providing the perfect setting for a custom-built home with sweeping waterfront views. Located in one of the most sought-after West of the Trail neighborhoods, this large waterfront parcel presents a unique opportunity to create a luxurious sanctuary in one of Sarasota's most coveted locations. Whether you’re an avid sailor or simply appreciate the beauty of coastal living, this property is your perfect canvas. Don’t miss the chance build your dream home on this exceptional slice of Sarasota paradise—where the natural beauty, luxury, and lifestyle you’ve always dreamed of can finally become a reality.

1479 Bay Point Drive, Downtown
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